GB787748A - Improvements relating to oxygenated organic compounds - Google Patents
Improvements relating to oxygenated organic compoundsInfo
- Publication number
- GB787748A GB787748A GB11046/54A GB1104654A GB787748A GB 787748 A GB787748 A GB 787748A GB 11046/54 A GB11046/54 A GB 11046/54A GB 1104654 A GB1104654 A GB 1104654A GB 787748 A GB787748 A GB 787748A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- unsaturated
- acid
- esters
- ketones
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J19/087—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy
- B01J19/088—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/247—Suited for forming thin films
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0803—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy
- B01J2219/0805—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges
- B01J2219/0807—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges involving electrodes
- B01J2219/0809—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges involving electrodes employing two or more electrodes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0803—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy
- B01J2219/0805—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges
- B01J2219/0807—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges involving electrodes
- B01J2219/0824—Details relating to the shape of the electrodes
- B01J2219/0826—Details relating to the shape of the electrodes essentially linear
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0803—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy
- B01J2219/0805—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges
- B01J2219/0807—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges involving electrodes
- B01J2219/0824—Details relating to the shape of the electrodes
- B01J2219/0826—Details relating to the shape of the electrodes essentially linear
- B01J2219/083—Details relating to the shape of the electrodes essentially linear cylindrical
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0803—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy
- B01J2219/0805—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electric or magnetic energy giving rise to electric discharges
- B01J2219/0845—Details relating to the type of discharge
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0873—Materials to be treated
- B01J2219/0877—Liquid
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0873—Materials to be treated
- B01J2219/0881—Two or more materials
- B01J2219/0883—Gas-gas
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J2219/0873—Materials to be treated
- B01J2219/0881—Two or more materials
- B01J2219/0884—Gas-liquid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Oxygenated organic compounds are prepared by reacting an organic compound (as hereinafter defined) in the liquid state with a reactive oxygen-containing gas continuously produced by the influence of a continuous silent electric <PICT:0787748/IV (b)/1> discharge on a feed gas containing free oxygen, the discharge being produced by electrodes forming parts of an ozone generator, the feed gas and the organic compound being continuously introduced into the generator in countercurrent flow, the organic compound always being present in sufficient quantity to react with the reactive gas as rapidly as the latter is formed, and continuously withdrawing the oxygenated compound produced. The organic compounds which may be oxygenated are unsaturated aliphatic mono- and poly-carboxylic acids such as acrylic, crotonic, hexadecenoic, oleic, elaidic, linoleic and ricininoleic acids; esters of such acids, e.g. maleic esters; unsaturated aliphatic aldehydes and ketones such as acrolein, crotonaldehyde and citral; olefines, e.g. pentene, hexene, octene, decene and undecene; unsaturated materials present in tall oil; terpenes; cyclic unsaturated aliphatic hydrocarbons such as cyclohexene; aryl-substituted aliphatic hydrocarbons such as diphenyl methane; saturated aliphatic mono-carboxylic acids from propionic acid up to stearic acid; saturated aliphatic dicarboxylic acids, e.g. glutaric, pimelic and azelaic acids; esters of these mono- and di-basic acids; homologous ketones ranging from acetone to octadecanone; saturated aliphatic hydrocarbons from hexane upwards; hydro aromatics, e.g. cyclohexane; and saturated alkanols ranging from methanol to stearyl alcohol. These reagents are used in the liquid state but may be normally gaseous, liquid or solid. The free-oxygen containing gas may be oxygen as such or admixed with inert gases. The reaction may be effected at pressures from 30 atmospheres down to 1/100 atmosphere and at a temperature of - 76 DEG C. to + 110 DEG C.; an inert solvent may be present. The products obtained include acids, per-acids, peroxides, aldehydes, ketones and esters from the saturated organic reagents and ozonides from the unsaturated reagents. The preferred apparatus comprises two concentric glass tubes 1, 2 forming a generator space which may be packed. The inner tube 2 contains a high-voltage brass electrode 3 immersed in an electrolyte solution and the outer tube 1 is provided with a water-jacket 4 serving as an earth electrode and used also for cooling or heating. The oxygen-containing gas is fed in at 6 and the organic reagent at 5; the product is continuously withdrawn into a receiver 7 and spent gas is vented at 8. According to examples using this apparatus, oleic acid, diethyl maleate, tall oil, methyl oleate, linoleic acid, ricinoleic acid and elaidic acid are converted into their ozonides; octanols-1 and 2, octanone-2, diphenylmethane and hexadecane are converted into acids and peroxides; ethyl-hexoic acid and diethyl malonate are converted into the corresponding peracid and per-ester; and liquid polybutadiene dissolved in a paraffin oil or in dibutyl glutarate is ozonized and the product, after oxidative cleavage, yields acids in which formic acid predominates. The ozonide products may be used as polymerization catalysts, bleaching agents for vegetable oils, acetate rayon and wool, curing agents for natural and synthetic rubbers including silicone rubber, oxidation agents and as bacterial and fungicidal materials.ALSO:Ozonides of the following olefinically unsaturated compounds may be used as bleaching agents for wool and acetate rayon: unsaturated aliphatic mono- and poly-carboxyclic acids, esters thereof, aldehydes and ketones, olefines including terpenes and the unsaturated material in tall-oil. Their preparation is described (see Group IV (b)].ALSO:Ozonides of the following olefinically unsaturated compounds may be used as bleaching agents for vegetable oils: unsaturated aliphatic mono- and polycarboxylic acids, esters thereof, aldehydes and ketones, olefines including terpenes and the unsaturated materials in tall-oil. Their preparation is described (see Group IV (b)).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US787748XA | 1953-04-14 | 1953-04-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB787748A true GB787748A (en) | 1957-12-18 |
Family
ID=22146137
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11046/54A Expired GB787748A (en) | 1953-04-14 | 1954-04-14 | Improvements relating to oxygenated organic compounds |
Country Status (4)
Country | Link |
---|---|
US (1) | US2732338A (en) |
DE (1) | DE962078C (en) |
FR (1) | FR1100448A (en) |
GB (1) | GB787748A (en) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3360472A (en) * | 1963-10-03 | 1967-12-26 | Colgate Palmolive Co | Paint remover composition |
US5086076A (en) * | 1988-06-24 | 1992-02-04 | Stephen Herman | Antiviral pharmaceutical compositions comprising a terpene ozonide |
US5093326A (en) * | 1989-06-19 | 1992-03-03 | Stephen Herman | Repellant compositions |
US5126376A (en) * | 1988-06-24 | 1992-06-30 | Stephen Herman | Method for treating viral infection using topical administration |
US5190977A (en) * | 1988-06-24 | 1993-03-02 | Stephen Herman | Antiviral compositions |
US5190979A (en) * | 1988-06-24 | 1993-03-02 | Stephen Herman | Ozonides of terpenes and their medical uses |
US5260342A (en) * | 1988-06-24 | 1993-11-09 | Stephen Herman | Method for treating viral infection parenterally |
US5270344A (en) * | 1988-06-24 | 1993-12-14 | Stephen Herman | Method of treating a systemic disorder using trioxolane and diperoxide compounds |
US5364879A (en) * | 1988-06-24 | 1994-11-15 | Cliveden Ltd. | Medical uses of trioxolane and diperoxide compounds |
US20140262744A1 (en) * | 2013-03-14 | 2014-09-18 | Florida State University Research Foundation, Inc. | Formation of alcohols and carbonyl compounds from hexane and cyclohexane with water in a liquid film plasma reactor |
US10350572B2 (en) | 2013-03-14 | 2019-07-16 | Florida State University Research Foundation, Inc. | Simultaneous on-site production of hydrogen peroxide and nitrogen oxides from air and water in a low power flowing liquid film plasma discharge for use in agriculture |
US10556817B2 (en) | 2017-01-30 | 2020-02-11 | Florida State University Research Foundation, Inc. | Gas-liquid plasma and bioreactor system and method for remediation of liquids and gases |
US11787709B2 (en) | 2018-09-28 | 2023-10-17 | Florida State University Research Foundation, Inc. | Gas/liquid plasma reactor with pulsed power supply and secondary direct current electrodes |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2944951A (en) * | 1954-11-22 | 1960-07-12 | Aerojet General Co | Method of preparing tetra-lower alkyl diborane compounds |
US2892766A (en) * | 1955-01-28 | 1959-06-30 | Herbert P Broida | Formation and stabilization of atoms and free radicals |
US3186929A (en) * | 1961-07-10 | 1965-06-01 | Ashland Oil Inc | Process and apparatus for magnetic treatment of gaseous oxygen |
US3514383A (en) * | 1967-06-26 | 1970-05-26 | Upjohn Co | Process for preparing prostaglandins and analogs thereof |
JPS60235702A (en) * | 1984-05-09 | 1985-11-22 | Senichi Masuda | Method of making ozone and ozonizer therefor |
DE3722566A1 (en) * | 1987-07-08 | 1989-01-19 | Henkel Kgaa | METHOD FOR CONTINUOUS OZONIZATION OF UNSATURED ORGANIC COMPOUNDS |
US20030070691A1 (en) * | 2000-08-03 | 2003-04-17 | Anthony Giletto | Biocide formation via ozonation |
US20040206133A1 (en) * | 2003-04-19 | 2004-10-21 | Kyung-Chul Woo | Washing machine |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1180372A (en) * | 1914-04-03 | 1916-04-25 | Albert Breydel | Apparatus for treating oils, liquefied greases and fats, or any other liquids with nascent ozone. |
US1710155A (en) * | 1922-07-20 | 1929-04-23 | Universal Oil Prod Co | Process and apparatus for forming oxidation products of hydrocarbon oils |
US1500080A (en) * | 1922-07-26 | 1924-07-01 | Bataafsche Petroleum | Process and device for preparing alcohols and aldehydes from hydrocarbons |
US2108030A (en) * | 1934-04-30 | 1938-02-08 | William A Darrah | Process of oxidation |
US2271895A (en) * | 1936-07-22 | 1942-02-03 | George H Bergman | Apparatus for treating liquids with electrical discharges |
-
0
- US US2732338D patent/US2732338A/en not_active Expired - Lifetime
-
1954
- 1954-04-09 FR FR1100448D patent/FR1100448A/en not_active Expired
- 1954-04-14 GB GB11046/54A patent/GB787748A/en not_active Expired
- 1954-04-15 DE DEG14188A patent/DE962078C/en not_active Expired
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3360472A (en) * | 1963-10-03 | 1967-12-26 | Colgate Palmolive Co | Paint remover composition |
US5364879A (en) * | 1988-06-24 | 1994-11-15 | Cliveden Ltd. | Medical uses of trioxolane and diperoxide compounds |
US5270344A (en) * | 1988-06-24 | 1993-12-14 | Stephen Herman | Method of treating a systemic disorder using trioxolane and diperoxide compounds |
US5126376A (en) * | 1988-06-24 | 1992-06-30 | Stephen Herman | Method for treating viral infection using topical administration |
US5190977A (en) * | 1988-06-24 | 1993-03-02 | Stephen Herman | Antiviral compositions |
US5190979A (en) * | 1988-06-24 | 1993-03-02 | Stephen Herman | Ozonides of terpenes and their medical uses |
US5260342A (en) * | 1988-06-24 | 1993-11-09 | Stephen Herman | Method for treating viral infection parenterally |
US5086076A (en) * | 1988-06-24 | 1992-02-04 | Stephen Herman | Antiviral pharmaceutical compositions comprising a terpene ozonide |
US5093326A (en) * | 1989-06-19 | 1992-03-03 | Stephen Herman | Repellant compositions |
US20140262744A1 (en) * | 2013-03-14 | 2014-09-18 | Florida State University Research Foundation, Inc. | Formation of alcohols and carbonyl compounds from hexane and cyclohexane with water in a liquid film plasma reactor |
US9861950B2 (en) * | 2013-03-14 | 2018-01-09 | Florida State University Research Foundation, Inc. | Method for reacting flowing liquid and gas in a plasma discharge reactor |
US10350572B2 (en) | 2013-03-14 | 2019-07-16 | Florida State University Research Foundation, Inc. | Simultaneous on-site production of hydrogen peroxide and nitrogen oxides from air and water in a low power flowing liquid film plasma discharge for use in agriculture |
US10589252B2 (en) | 2013-03-14 | 2020-03-17 | Florida State University Research Foundation, Inc. | Simultaneous on-site production of hydrogen peroxide and nitrogen oxides from air and water in a low power flowing liquid film plasma discharge for use in agriculture |
US10610850B2 (en) | 2013-03-14 | 2020-04-07 | Florida State University Research Foundation, Inc. | Plasma discharge reactor with flowing liquid and gas |
US10556817B2 (en) | 2017-01-30 | 2020-02-11 | Florida State University Research Foundation, Inc. | Gas-liquid plasma and bioreactor system and method for remediation of liquids and gases |
US11787709B2 (en) | 2018-09-28 | 2023-10-17 | Florida State University Research Foundation, Inc. | Gas/liquid plasma reactor with pulsed power supply and secondary direct current electrodes |
Also Published As
Publication number | Publication date |
---|---|
US2732338A (en) | 1956-01-24 |
DE962078C (en) | 1957-04-18 |
FR1100448A (en) | 1955-09-20 |
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